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US4225511A Expired / Lapsed US ⏱️ 0.0 years remaining

Direct oximation of ketones using gallia catalysts

Assignee: Honeywell International Inc
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Filing: 1979-04-16
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Granted: 1980-09-30
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Expires: 1999-04-16
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Abstract

Abstract Ammonia, oxygen e.g., as air, and a ketone react in contact with a gallium oxide catalyst at temperatures such as 50°-500° C., especially such catalyst obtained by heating hydrated gallium nitrate in air at about 350° C. for several hours. The oximes have known utilities, including uses as oxidation inhibitors and as intermediates for production of amides. In particular, when the ketone is cyclohexanone, the cyclohexanone oxime in the reaction product can further be converted to the cyclic amide, caprolactam, e.g. by contacting the product with an aluminosilicate catalyst (treated with boric acid) having average pore diameter of at least 7 angstroms, especially a molecular sieve, suitably downstream in the same direction vessel. Caprolactam is the monomer starting material for nylon 6.

Inventors

  • 👤 John N. Armor

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 08:57
CPC Classifications
—

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 61 words
Direct process for production of oxime which comprises passing a mixture consisting essentially of ammonia, oxygen and a ketone in contact with a solid catalyst consisting essentially of gallium oxide having a surface area of at least 1 square meter per gram, at temperature in the range of 50° C.-500° C., thereby producing oxime in recoverable form as a reaction product.
Claim 2
Dependent Claim 61 words
Direct process for production of oxime which comprises passing a mixture consisting essentially of ammonia, oxygen and a ketone in contact with a solid catalyst consisting essentially of gallium oxide having a surface area of at least 1 square meter per gram, at temperature in the range of 50° C.-500° C., thereby producing oxime in recoverable form as a reaction product.
Claim 3
Dependent Claim 40 words
Process of claim 1 wherein the temperature is in the range from about 60° C. up to about 400° C. and wherein the catalyst is obtained by heating hydrated gallium nitrate in air at about 350° C. for several hours.
Claim 4
Dependent Claim 16 words
Process of claim 2 wherein the reaction is conducted in the vapor phase employing diluent gas.
Claim 5
Dependent Claim 17 words
Process of claim 3 wherein the catalyst has surface area of at least 100 m 2 /g.
Claim 6
Dependent Claim 20 words
Process of claim 4 wherein the ketone is cyclohexanone and the reaction temperature is in the range 120° C.-250° C.
Claim 7
Dependent Claim 19 words
Process of claim 1 wherein the ketone is a cycloalkyl, dialkyl, or alkyl aryl ketone having 3-20 carbon atoms.

References Cited (Backward Citations)

US1322291A Cited
US3094384A Cited
US3574750A Cited
GB1173773A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-09-30 1984-03-31 1984-09-30 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-09-30 1988-03-31 1988-09-30 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-09-30 1992-03-31 1992-09-30 $7700.00 Window Closed / Lapsed

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